Lithium Hydroxide → HCID 59376457, compound

HRID 1694834Notes

Reaction equation

HRID 1694834 reaction equation
[NH:1]([C:8](=[O:29])[CH:9]([C:19]1[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][N:20]=1)[C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Li+].[OH-]>CO.O>[NH:1]([C:8](=[O:29])[CH:9]([C:19]1[CH:28]=[CH:27][C:22]([C:23]([OH:25])=[O:24])=[CH:21][N:20]=1)[C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 59376437Methyl 6-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]nicotinate

Product 1

HCID 59376457HCID 59376457, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 6-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]nicotinate (66 mg, TFA salt, 0.13 mmol) in MeOH (10 mL) was added a solution of LiOH (35 mg, 1.5 mmol) in water (2 mL). The reaction mixture was stirred at room temperature for 22 h, partially concentrated, neutralized with 1 M aqueous HCl (1.5 mL), concentrated, and dried under high vacuum. 6-[2-Anilino-1-(anilinocarbonyl)-2-oxoethyl]nicotinic acid was used without further purification: ESIMS calcd 376.1 (M++H), found 376.1 (M++H).

Workup

  1. concentrationpartially concentrated
  2. concentrationconcentrated
  3. customdried under high vacuum
  4. custom6-[2-Anilino-1-(anilinocarbonyl)-2-oxoethyl]nicotinic acid was used without further purification

Sources & evidence

ORD record
ord-80bf3b90b3a041129e65840763688717
Source dataset
uspto-grants-2012_04
Patent number
US08158825B2

Reaction notes

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